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The mild Radziszewski oxidation of  3-aryl-2-cyanoacrylamides with H2O2–NaOH (or H2O2–Na2CO3) system leads to the formation of oxirane-2,2-dicarboxamides in good yields. The reactions and structure of the obtained products were studied. The aminolysis of the oxirane-2,2-dicarboxamides effected by primary amines occurs in keeping with Krasusky rule to afford 2-(1-R-amino-ethyl)-3-aryl-2-hydroxymalonamides or tartronamide.We found that 3-(4-methoxyphenyl)oxirane-2,2-dicarboxamide exhibited moderate activity both as plant growth regulator and 2,4-D antidote.

<strong>Oxirane-2,2-dicarboxamides: synthesis, reactions and biological activity</strong>